Bruce Lee rocks the pocket square perfect. Straight across. Matching with the tie can pretty dope, as witnessed here, but far from necessary.

Dean Martin and Frank Sinatra always rock the pocket squares on point. Smoking is a nice Style touch as well.

Las Vegas visionary and all around super G, Bugsy Siegel knows how to rock the square. I have mentioned before that I have the same “large houndstooth check” jacket. I had to have it Custom Made, of course.